HCID 70351491, compound → HCID 70351300, compound

Participants

Reaction Steps

A solution of 4-{[4-(2,3-dichlorophenyl)-3-ethoxycarbonyl-5-methoxycarbonyl-6-methyl-1,4-dihydropyrid-2-yl]methoxy}-1-dimethylaminobut-2-yne (1.10 g) in pyridine (75 ml) was stirred at room temperature in the presence of 5% palladium on calcium carbonate under one atmosphere of hydrogen for 45 minutes. The mixture was evaporated and the residue twice taken up in toluene and evaporated. The residue was purified by chromatography on SiO2 (20 g) using dichloromethane plus 1-5% of 10% 0.880 aqueous ammonia in methanol as eluant. Appropriate fractions were combined and evaporated. The residue was dissolved in methanol (20 ml) and the solution treated with fumaric acid (74 mg). The mixture was then evaporated and the residue crystallised from ethyl acetate to give the fumarate salt of the title compound (0.195 g) as a hemihydrate, m.p. 142°-146°.

Provenance & Evidence